diethyl 1-(4-fluorophenyl)-5-(4-nitrophenyl)-1H-pyrrole-2,3-dicarboxylate | 1234371-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: diethyl 1-(4-fluorophenyl)-5-(4-nitrophenyl)-1H-pyrrole-2,3-dicarboxylate
• 英文别名: diethyl 1-(4-fluorophenyl)-5-(4-nitrophenyl)pyrrole-2,3-dicarboxylate
• CAS: 1234371-06-2
• 化学式: C₂₂H₁₉FN₂O₆
• 分子量: 426.401
• InChiKey: LWVPTSFSDPGASU-UHFFFAOYSA-N

物化性质

• 沸点：
  566.3±50.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-溴-4'-硝基苯乙酮 、 对氟硝基苯 、 丁炔二酸二乙酯 在 盐酸 、 indium 作用下， 以 水 为溶剂， 反应 12.0h， 以75%的产率得到diethyl 1-(4-fluorophenyl)-5-(4-nitrophenyl)-1H-pyrrole-2,3-dicarboxylate
  参考文献：
  名称：

  Synthesis of polysubstituted pyrroles in aqueous medium directly from nitro compounds

  摘要：

  A novel approach for the synthesis of polysubstituted pyrroles has been followed through multicomponent reaction of nitro compounds, phenacyl bromide or its derivatives and dialkyl acetylene dicarboxylates using indium in dilute aqueous HCl at room temperature. The products are formed in high yields (75-87%) in 10-16 h.

  DOI：

  10.1134/s1070363215010272

文献信息

• An Efficient New Method for the Synthesis of Polysubstituted Pyrroles¹
  作者：Biswanath Das、Gandolla Reddy、Penagaluri Balasubramanyam、Boyapati Veeranjaneyulu

  DOI：10.1055/s-0029-1218703

  日期：2010.5

  The three-component reactions of phenacyl bromide or its derivatives, amine, and dialkyl acetylenedicarboxylate in the presence of iron(III) chloride as a catalyst at room temperature afforded polysubstituted pyrroles in high yields. polysubstituted pyrroles - three-component reaction - iron(III) chloride Part 283 in the series ‘Studies on Novel Synthetic Methodologies’.

  在室温下，在氯化铁（III）作为催化剂存在下，苯甲酰溴或其衍生物，胺和乙酰二羧酸二烷基酯的三组分反应在高产率下提供了多取代的吡咯。 多取代的吡咯-三组分反应-氯化铁（III） 系列“新型合成方法研究”的第283部分。
• Novel and efficient supramolecular synthesis of pyrroles in the presence of β-cyclodextrin in water
  作者：K. Ramesh、K. Karnakar、G. Satish、Y.V.D. Nageswar

  DOI：10.1016/j.cclet.2012.11.005

  日期：2012.12

  A simple and efficient synthesis of highly substituted pyrroles was achieved in water medium via multi-component strategy, using amine, DMAD/DEAD as well as phenacyl bromide catalyzed by beta-CD. Utilizing this protocol various pyrrole derivatives were synthesized in good to excellent yields. (C) 2012 Y.V.D. Nageswar. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.